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ChemicalBook >> CAS DataBase List >>L-Glutamic acid 5-methyl ester

L-Glutamic acid 5-methyl ester

CAS No.
1499-55-4
Chemical Name:
L-Glutamic acid 5-methyl ester
Synonyms
H-GLU(OME)-OH;(S)-2-aMino-5-Methoxy-5-oxopentanoic acid;Glu(Ome)-OH;L-GLUTAMIC ACID GAMMA-METHYL ESTER;Methyl L;L-Glu(Ome)-OH;H-L-GLU(ME)-OH;Duplicate of B24859;5-METHYL L-GLUTAMATE;utamic acid 5-methyL
CBNumber:
CB2377021
Molecular Formula:
C6H11NO4
Molecular Weight:
161.16
MDL Number:
MFCD00002632
MOL File:
1499-55-4.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:46

L-Glutamic acid 5-methyl ester Properties

Melting point 182 °C (dec.) (lit.)
alpha 13 º (c=1, H2O 24 ºC)
Boiling point 287.44°C (rough estimate)
Density 1.3482 (rough estimate)
refractive index 29 ° (C=2, 6mol/L HCl)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
Water Solubility Soluble in water
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka 2.18±0.10(Predicted)
form powder to crystal
color White to Almost white
optical activity [α]20/D +29°, c = 2 in 6 M HCl
BRN 1725252
InChI InChI=1S/C6H11NO4/c1-11-5(8)3-2-4(7)6(9)10/h4H,2-3,7H2,1H3,(H,9,10)/t4-/m0/s1
InChIKey ZGEYCCHDTIDZAE-BYPYZUCNSA-N
SMILES C(O)(=O)[C@H](CCC(OC)=O)N
CAS DataBase Reference 1499-55-4(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P280-P301+P312-P362+P364
Safety Statements  24/25
WGK Germany  3
HS Code  29224999
NFPA 704
1
0 0

L-Glutamic acid 5-methyl ester price More Price(29)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 858269 L-Glutamic acid 5-methyl ester 99% 1499-55-4 25g $132 2025-07-31 Buy
TCI Chemical M1690 5-Methyl L-Glutamate >98.0%(T) 1499-55-4 5g $52 2025-07-31 Buy
TCI Chemical M1690 5-Methyl L-Glutamate >98.0%(T) 1499-55-4 25g $109 2025-07-31 Buy
TRC G597020 L-Glutamic acid 5-methyl ester 1499-55-4 50g $210 2021-12-16 Buy
AK Scientific P967 L-Glutamic acid 5-methyl ester 1499-55-4 500g $214 2021-12-16 Buy
Product number Packaging Price Buy
858269 25g $132 Buy
M1690 5g $52 Buy
M1690 25g $109 Buy
G597020 50g $210 Buy
P967 500g $214 Buy

L-Glutamic acid 5-methyl ester Chemical Properties,Uses,Production

Chemical Properties

white amorphous powder

Uses

L-Glutamic acid 5-methyl ester is a protected form of L-Glutamic acid (G596960). L-Glutamic acid is a nonessential amino acid that is important to the mammalian central nervous system. L-Glutamic acid is also a neurotransmitter for cone photoreceptors in the human brain and is used as a treatment for patients who have liver disease accompanied by encephalopathy (a condition termed ‘hepatic coma’).

Definition

ChEBI: L-glutamic acid 5-methyl ester is a glutamic acid 5-methyl ester having L-configuration. It is a L-glutamic acid derivative, a non-proteinogenic L-alpha-amino acid and a glutamic acid 5-methyl ester.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Methanol

67-56-1

L-Glutamic acid

56-86-0

L-Glutamic acid 5-methyl ester

1499-55-4

L-glutamic acid (22.1 g, 0.15 mol) was suspended in methanol (450 mL) at room temperature and under nitrogen protection. Subsequently, trimethylsilyl chloride (TMSCl, 35.9 g, 0.33 mol) was slowly added dropwise over a period of 5 min, at the end of which most of the solid was observed to be dissolved. Stirring of the reaction mixture was continued for 5 min and the progress of the reaction was monitored by thin layer chromatography (TLC, Spreader: 15% ammonia in methanol solution, Color Developer: ninhydrin) to confirm that only traces of the feedstock were present and that no bis-methyl esterified product was generated. After stirring again for 5 minutes, the reaction mixture was concentrated using a rotary evaporator and subsequently dried in a vacuum oven at 40 °C to give pure L-glutamic acid-5-methyl ester as a white solid. Yield: 30.0 g (100% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CD3OD, ppm) δ 2.2 (2H, m), 2.6 (2H, m), 3.7 (3H, s), 4.1 (1H, t) and 13C NMR (75 MHz, CD3OD, ppm) δ 26.6, 30.4, 52.5, 53.2, 171.4, 174.3.

References

[1] Patent: US2016/16890, 2016, A1. Location in patent: Paragraph 0163
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 13, p. 3793 - 3797
[3] Tetrahedron Letters, 2010, vol. 51, # 9, p. 1333 - 1335
[4] Synthesis, 1987, # 7, p. 635 - 637
[5] Organic Process Research and Development, 2004, vol. 8, # 1, p. 72 - 85

L-Glutamic acid 5-methyl ester Preparation Products And Raw materials

Global( 367)Suppliers
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Wuhan senwayer century chemical Co.,Ltd 		+undefined-27-86652399 +undefined13627115097 market02@senwayer.com China 922 58
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View Lastest Price from L-Glutamic acid 5-methyl ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Glutamic acid 5-methyl ester pictures 2025-08-08 L-Glutamic acid 5-methyl ester
1499-55-4
 US $0.00 / Kg/Drum 1KG 98%min 500kgs WUHAN FORTUNA CHEMICAL CO., LTD
H-L-Glu(OMe)-OH pictures 2025-08-08 H-L-Glu(OMe)-OH
1499-55-4
 US $0.00-0.00 / kg 1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
L-Glutamic acid 5-methyl ester pictures 2025-05-08 L-Glutamic acid 5-methyl ester
1499-55-4
 US $0.00 / kg 1kg 99% 1000kg Shanghai Joiny Pharmaceutical Co.,LTD
  • H-L-Glu(OMe)-OH pictures
  • H-L-Glu(OMe)-OH
    1499-55-4
  • US $0.00-0.00 / kg
  • 98%
  • Sichuan HongRi Pharma-Tech Co.,Ltd
L-GlutaMic acid 5-Methyl ester, 95+% L-Glutamic acid 5-methyl ester 99% L-Glutamic acid γ-methyl ester≥ 98.5% (HPLC) (5)-methyl L-hydrogen glutamate L-GUTAMIC ACID 5-METHYL ESTER 99% L-Gutamic Acid 5-Methyl Ester L-Glutamicacid5-methylester,L-Glutamicacidγ-methylester L-GLUTAMIC ACID-Y-METHYLESTER Duplicate of B24859 (2S)-2-Amino-5-methoxy-5-oxopentanoic acid (S)-2-Aminoglutaric acid 5-methyl ester 3-(Methoxycarbonylmethyl)alanine 5-Methoxy-5-oxy-L-norvaline L-Glutamic acid 5-methyl ester,99% L-Glutamic Acid 5-Methyl Ester H-Glu(OMe)-OH L-Glu(Ome)-OH L-Glutamic acid 5-methylester Hydrochloride L-Glutamicacidγ-methylester L-GLUTAMIC ACID 5-METHYL ESTER L-GLUTAMIC ACID, G-METHYL ESTER H-L-GLU(ME)-OH GAMMA-L-GLU-METHYL ESTER GAMMA-METHYL-L-GLUTAMATE GLUTAMIC ACID DELTA-METHYL ESTER GLUTAMIC ACID-GAMMA-METHYL ESTER GLUTAMIC ACID(OME)-OH 5-METHYL L-GLUTAMATE utamic acid 5-methyL Methyl L 5-MethylL-Glutamate> L-Glutamic acid 5-methyl ester USP/EP/BP Glu(Ome)-OH (S)-2-aMino-5-Methoxy-5-oxopentanoic acid L-GLUTAMIC ACID GAMMA-METHYL ESTER H-GLU(OME)-OH Mono-methyl-L-glutamate L-Glutamic acid 5-methyl ester 1499-55-4 CH3OCOCH2CH2CHNH2COOH AMINE Peptide Synthesis Specialty Synthesis Amino Acid Derivatives Pyrazoles Glutamic acid [Glu, E] Amino Acids and Derivatives Amino Acids Derivatives